Photo: Sergio Kurhajec
This blue blazer is a dependable year-round classic, ideal for defining the waist without clinging to it.
Glassman pairs it with a slightly billowy shell and dark-wash jeans that contain extra stretch to accommodate weight changes. He suggests leaving the shell untucked when you're up a few pounds, and tucking it in when you're down.
Blazer, Theory. Shirt, Rachel Rachel Roy. Jeans, NYDJ. Earrings, Kanupriya. Necklace, Janis Provisor Jewelry. Shoes, Brian Atwood.